- May 3 Dean Garcia, British session and touring guitarist and bass player (Curve, 1990-2005; Eurythmics, 1983-85), born in London, England
- May 6 (María) "Lolita" Flores, Spanish-Gypsy singer ("Sarandonga"). and actress, born in Madrid, Spain
- May 12 Eric Singer [Mensinger], American hard rock drummer (KISS, 1991-present), born in Cleveland, Ohio
- May 16 Glenn Gregory, English rock vocalist (Heaven 17), born in Sheffield, England
- May 17 Vincent Henar, Surinam bassist (Fra Fra Sound), born in Surinam
- May 18 Toyah Wilcox, English singer ("I Want to Be Free"), actress, and Mrs. Robert Fripp, born in Birmingham, England
- May 20 Jane Wiedlin, American pop-rock singer, guitarist, and songwriter (The Go-Gos - "Vacation"; "We Got The Beat"; solo - Fur), born in Oconomowoc, Wisconsin
- May 23 François Feldman, French pop singer and songwriter (Petit Frank), born in Paris, France
- May 23 Shelly West, American country singer ("Red Hot"; "West by West"), born in Cleveland, Ohio
- May 25 Paul Weller, English guitarist (Jam - "This is Modern World"; Style Council), born in Woking, Surrey, England
- May 27 Neil Finn, New Zealand musician (Split Enz; Crowded House - "Don't Dream It's Over"), born in Te Awamutu, New Zealand
- May 30 Marie Fredriksson, Swedish singer (Roxette - Must Have Been Love), born in Össjö, Sweden (d. 2019)
About May 1958
How Old? 65 or 66 years old
Generation: Baby Boomer
Leap Year: No
Country Singers
Jazz Musicians
Opera Singers
Pop Stars
Rappers
Rockers